Sudan Black B

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Sudan Black B
Sudan Black B.svg
Names
IUPAC name
(2,2-dimethyl-1,3-dihydroperimidin-6-yl)-(4-phenylazo-1-naphthyl)diazene
Other names
Sudan Black; Fat Black HB; Solvent Black 3; C.I. 26150
Identifiers
4197-25-5 N
ChemSpider 55272 YesY
Jmol-3D images Image
MeSH Sudan+Black+B
PubChem 61336
Properties
C29H24N6
Molar mass 456.54 g/mol
Melting point 120 to 124 °C (248 to 255 °F; 393 to 397 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

Sudan Black B (C29H24N6) is a nonfluorescent, relatively thermostable lysochrome (fat-soluble dye) diazo dye used for staining of neutral triglycerides and lipids on frozen sections and some lipoproteins on paraffin sections. It has the appearance of a dark brown to black powder with maximum absorption at 596-605 nm and melting point 120–124 °C. It stains blue-black.

Sudan Black B is one of the dyes used for Sudan staining. Similar dyes include Oil Red O, Sudan III, and Sudan IV.

Sudan Black B can be used to stain some other materials than the other Sudan dyes, as it is not so specific to lipids.

A use of Sudan Black B is in fingerprint enhancement. It is useful for detecting fats that are contaminated with oil and grease.

In differentiating haematological disorders Sudan black will stain myeloblasts but not lymphoblasts.

Production and composition[edit]

Sudan Black is formed by coupling of diazotized 4-phenylazonaphthalenamine-1 with 2,3-dihydro-2,2-dimethyl-1H-perimidine.[1] Therefore the main product expected was 2,3-dihydro-2,2dimethyl-6-[(4-phenylazo-1-naphthalenyl)-azo]-1H-perimidine. However the dye resulting from the above reaction product actually contains many, up to 42 colored and colorless by products that can be fractionated. The two major products were blue in color confirmed by various chromato-graphic (TLC and column etc.) separation and spectroscopic (IR, NMR, Mass) identification were named SSB-I & SSB-II (Rf values of 0.49 and 0.19 in thin Layer Chromatography).[2] The above described product indeed turned out to be SSB-II which comprises up to 60% of the mixture, and the SSB-I was 2,3-dihydro-2,2dimethyl-4-[(4-phenylazo-1-naphthalenyl)-azo]-1H-perimidine.


References[edit]

External links[edit]